The Triple Milker, Part 5

Story by blueaeon on SoFurry

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#5 of Milking Stories

More fun with the three (un?)lucky guys.


The last in this series, at least for now - I want to try some different kinds of situations in future! Enjoy!


It felt like they had been here for hours, but Gil couldn't be sure. All he could think about was cumming; his long, semi-erect cock lying on the pillar below him, a trail of slime dripping from its tip and pooling on the floor below. He tried to struggle once more to get some sort of stimulation, but he was held firm, and all he could do was moan as he felt a wave of pleasure wash over his body and his cock twitch as another few drops of slime oozed out, the otter's body limp in his restraints.

He looked over at the other two, both in a similar position. The fox was almost completely motionless, letting out only a faint whimper every so often, while the dragon was grunting softly every time his cock twitched, shuffling occasionally but never managing to move move than an inch or two.

Gil closed his eyes and grunted as his cock twitched again in the dank air, a bead of slime rolling down it and dripping onto his balls. He heard a muffled yelp, and opened his eyes to see two tentacles, stretching from a pit in the center of the room and wrapped around the fox's ankles. He watched as they coiled themselves around him firmly and pulled him off of the pillar, dragging him across the damp, spongy floor towards the pit, the fox thrashing and letting out panicked noises as he was dragged into the pit and out of sight.

Gil barely had any time to think when another pair of tentacles sprung out and headed directly for him, their slimy ends wrapping several times around his legs as he felt the pillar's restraints relax and he was pulled free, his back sliding across the warm fleshy floor as he was also dragged down to the pit.

Inside was a small circular room, the walls and floor a writhing mass of tentacles. The fox was already bound by one of the walls, his arms and legs vanishing into the writhing mass, his cock and torso clearly visible. Gil was pulled into an opposite wall, the tentacles parting and wrapping around his limbs, covering him in warm slime as they tightened their grip. He wriggled, but he could barely move; the writhing tentacles held firm, tickling his swollen ballsack as it rested against the wall.

The dragon was quickly dragged in as well, his eyes closed as the wall wrapped around his limbs. The fox was panicking, his eyes darting around the room trying to look for the next thing, when suddenly his eyes shot open and he went stiff, before letting out an "oh shiiiiit..." as his body thrust forwards and a large spurt of precum dripped out of his cock, letting out an uncontrollable moan.

His cock started twitching as his breathing got heavy, his moans increasing in volume, his eyes glazed over as the rest of his body went limp. Gil was wondering what was happening as he felt something slick rub against his ass, and without warning it plunged into him, smoothly spreading him open as it slammed against his prostate. Gil let out a loud grunt as a small squirt of precum splashed to the floor, and the tentacle in his ass wasted no time, immediately pulling all the way out before slamming into him again repeatedly, hitting his prostate every time and making his whole body twitch with the pleasure.

The dragon grunted, too, as his cock started leaking precum, and soon all three of them were pinned there making obscene noises as the tentacles rammed into them constantly, their cocks leaking a steady stream of pre onto the floor below. Gil was almost too out of it to notice something rising from the floor, as three huge tentacles rose from the floor, their tops ending in a set of large, fleshy petals, covered in small bumps, coverging in an opening in the middle covered in smaller tentacles.

One positioned itself below each of them, hovering just in front of their cocks, the petals forming a shallow bowl. Gil wished it would push forward and give his cock some stimulation, but instead it hovered there just out of reach, teasing him as he was pounded from behind, catching his precum as it dripped out of his twitching cock.

The fox's moans were getting higher pitched and closer together, as the tentacles in his ass brought him closer and closer to orgasm. Gil felt himself getting closer too, his cock crying out for stimulation as he twitched and grunted.

The fox tensed up and let out a load moan as his whole body was wracked by orgasm, a huge wad of cum shooting out of his cock onto the waiting tentacle below. His body twitched and shuddered as his cock shot again and again, his swollen balls completely covering the tentacle in warm cum.

The sight of the fox cumming brought Gil to the edge and he clenched his hands as he came, a huge load of cum squirting out of his cock as the tentacle in his rear rammed into him. It kept going, relentlessly, milking cum out of him from behind as his cock unloaded onto the tentacle. Gil was unable to do anything but grunt as he heard the dragon cum as well, both of them squirming in their restraints as their cocks twitched and dangled, cum dripping off of the tentacles below them and onto the floor.

Finally, after what felt like minutes, the tentacle in his ass stopped and pulled out, leaving him feeling strangely empty as his softening cock dripped a last load of cum onto the tentacle below. Just as he thought he could relax, however, the tentacle below him quivered as the petals flared outwards and it started moving towards his groin.

In one swift motion, it grabbed onto his crotch and sealed itself around him, the cum-covered petals closing around his hips and grabbing his asscheeks, his cock pulled deep inside the squirming mouth of the tentacle. He was already sensitive from his orgasm, and let out a pained moan as he felt the warm insides of the tentacle close around his cock.

The remaining two tentacles went for the others, the fox whimpering as his long, flaccid cock was slurped up by the tentacle, his cum dripping off of the petals as they grasped onto him. The tentacles pushed home with a slurping sound, as Gil noticed that they were all slightly different shapes.

There was a brief moment of silence punctured as the fox let out a loud "mmmph!" as the tentacle wrapped around him glowed briefly. It pulsed again, brighter, and the fox let out a low moan as he tensed up, his body thrusting into the tentacle. A small sac on the back of the tentacle bulged out slightly, and as it pulsed again Gil realized it was filling with the fox's cum already, each pulse making him moan loudly as he thrust forward involuntarily.

Gil felt the tentacle start moving around his cock as hundreds of small tentacles encircled his cock head, before the whole interior of the tentacle started moving, plunging down on him with a wet squelching sound before gently pulling back, rubbing his cock with tiny bumps and tentacles as it went. He let out a small moan as it plunged down again, as the fox's tentacle pulsed even brighter and his whole body shook as the cumsac filled up even more.

The dragon had remained silent for a bit, but his breath was getting faster, and Gil noticed some sort of movement inside his tentacle's mouth. He had no time to wonder, though, as his cock was plunged into his tentacle again, catching on every crease and bump as it was slowly suckled on.

The fox's tentacle started pulsing faster and brighter and his whole body started shaking continuously, juddering backwards and forwards involuntarily, until the tentacle did one last bright pulse, the fox screaming as the tentacle's cum sac bulged and grew even more. The tentacle finally darkened and stopped moving, and the fox went completely limp, still whimpering quietly.

Gil's cock was still being sucked and rubbed, and he was getting close to orgasm too. The tentacle started speeding up, and it wrapped tighter around his cock as his breathing got faster and faster, until his toes curled as he came into the tentacle, its mouth slamming home with a squelch as it tightened around his cock. As he came, it stroked him, milking him relentlessly and making him shiver as he saw its cum sac filling up, his cock unloading twenty or thirty squirts until finally he was drained again, and the tentacle suckled on him one last time before he could relax.

The dragon, meanwhile, was still making soft grunts, his whole body tensed and his legs shaking as the tentacle worked on him. He looked at the other two with a pained expression before closing his eyes as his whole body shivered. His arms and legs were shaking now, his eyes closed, until finally he let out a loud moan as the tentacle clamped down around him, his hips bucking as he finally came into the tentacle, his body going limp even before his orgasm subsided as the tentacle filled itself with cum.

Exhausted, they all went limp against the wall as the tentacles pulled away, their flaccid cocks being freed with an obscene slurp. The tentacles didn't retract into the floor, though; instead, they started moving around the room, and with a panicked expression Gil realized they weren't done.

The fox's tentacle moved round towards Gil and he shuddered as it slowly grabbed him, sucking his cock inside and closing firmly around his groin, his cock sliding along the warm, sticky fox cum covering the inside. The fox made panicked noises as the dragon's tentacle slammed home onto his groin, and the dragon let out an exasperated sigh as the third tentacle grabbed onto him.

Suddenly, the tentacle wrapped around Gil glowed, and a pulse of electricity shot along his cock, making him groan loudly. It pulsed again, much stronger, and Gil felt himself tense up as it shocked his cock, making a little cum leak out. It pulsed even brighter a third time, and Gil let out a loud cry as his cock jumped and shot out a load of cum into the tentacle before he'd even reached orgasm.

The dragon's eyes were closed in bliss as the tentacle suckled and squelched around his cock, while the fox was whimpering as he was held still by his tentacle, his eyes closed and his legs shaking slightly.

Gil let out another loud cry as the tentacle around his cock pulsed again, his cock twitching and letting another load of cum into the tentacle, and was reduced to a series of loud grunts as the pulsing got faster. Each time, his cock involuntarily shot a load of cum into the tentacle, and he wondered how long it could possibly go on for; he was already mostly drained after last time, but still, it kept shocking load after load out of him, his whole body convulsing as he was relentlessly milked.

Finally, he felt himself get close to a proper orgasm, and as he got close to the edge the pulses got closer and closer until the tentacle glowed brightly and shocked one last huge load out of him before his orgasm took over, his body weakly shivering in orgasm as his drained cock twitched pitifully, trying to cum, but instead just sloshing around in the load the tentacle had already drained.

The dragon grunted loudly as he, too, came to an orgasm, the tentacle on his cock ramming home as he released a torrent of seed into it, snorting each time it milked and squeezed him. The fox looked on with envy, his arms and legs shivering as he whimpered under the tentacle's touch.

The dragon's orgasm subsided, and he and Gil looked on as the fox closed his eyes as his whimpers climbed in pitch and his breath got faster, until finally, after several minutes, his whole body shuddered as he came, his head thrown back against the wall as he pumped another huge load into the tentacle's hungry mouth.

They all knew what was coming next, and Gil was too exhausted to even let out a moan as the third tentacle detached from the fox and latched onto him. His cock was gently pulled inside the mouth of the tentacle but unlike the other two it didn't close around his cock; instead, it held him suspended inside, as a clutch of soft tentacles wrapped themselves around the head of his cock.

Slowly, the tentacles started spinning around his cock head, and he let out a pained moan as he realized that he wasn't going to get any stimulation on the rest of his cock, just this slow, gentle brushing of his already-sensitive cock head. Just then, the dragon let out a loud grunt as the shock tentacle grasped onto him and shocked out its first load, and the room was filled with his grunts as it quickly got to shocking load after load out of him.

The fox was engulfed in the other tentacle and was already close to cumming - as Gil watched, he threw his head back as the tentacle slammed into his groin and he came into it in record time, his mostly-drained cock managing to fill the tentacle's sac with a few more spurts of warm fox cum as it milked him.

The tentacle around Gil's cock was steady but relentless, slowly circling his cock head and making him shudder with the sensation as it ever so slowly teased him. The dragon was still being shocked, but with less and less time between the pulses, and finally with a loud cry he shook as the tentacle shocked him for his final load before leaving him limp to shudder through his dry orgasm.

The other two were both done, the fox passed out from exhaustion, as Gil's tentacle ever so slowly teased and rubbed his cock head. It was incredibly intense, and he couldn't stop his legs shaking as the sensation built, his orgasm slowly approaching. He felt himself get close to the edge, but the tentacle slowed down, circling his cock head slower and slower, keeping him on the edge of orgasm but not giving him enough stimuation to cum. He moaned, pointlessly, as it kept him on the edge for several minutes, speeding up and slowing down each time he got close.

Finally, after almost ten minutes of keeping him on edge, the tentacle shifted and firmly grabbed onto his cock head, the tentacles wrapping around it and polishing it with firm motions. That was enough, and he let out a loud groan as the tentacle tensed up and pulled his cock into its cum sac, finally stroking his shaft and balls as he came hard, his cock twitching and surrounded by warm cum, filling it with a third load as he cried out, cumming harder than he had thought possible.

The tentacle gently squeezed the base of his cock as he kept cumming, milking out every drop of his seed, until finally his orgasm subsided, and he went limp in his restraints, breathing heavily, his cock twitching even as the tentacle pulled away and vanished into the floor, before finally he, too, gave into exhaustion and fell asleep.